HCID 68106186, compound → HCID 15800439, compound

HRID 531151Notes

Reaction equation

HRID 531151 reaction equation
C(OC([N:11]1[CH2:22][CH2:21][N:20]2[CH2:23][CH2:24][CH2:25][N:14]([CH2:15][CH2:16][N:17](C(OCC3C=CC=CC=3)=O)[CH2:18][CH2:19]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>C(O)C.[Pd]>[N:14]12[CH2:25][CH2:24][CH2:23][N:20]([CH2:21][CH2:22][NH:11][CH2:12][CH2:13]1)[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2

Participants

4

Reactant 1

HCID 68106186HCID 68106186, compound

Product 1

HCID 15800439HCID 15800439, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3 (3.67 g, 7.64 mmol) in ethanol (60 mL) was added 10% Pd/C (1.10 g). The resulting mixture was stirred under H2 (g) atmosphere at room temperature for 12 hours. The reaction mixture was filtered through a celite pad and washed with ethanol (2×10 mL). The combined filtrate was evaporated in vacuo to give an oily residue which was triturated with Et2O to provide an off-white solid 4 (1.57 g, 97% yield).

Workup

  1. filtrationThe reaction mixture was filtered through a celite pad
  2. washwashed with ethanol (2×10 mL)
  3. customThe combined filtrate was evaporated in vacuo
  4. customto give an oily residue which
  5. customwas triturated with Et2O

Sources & evidence

ORD record
ord-9d3bf3e5a347425fbf2d6d022f27e311
Source dataset
uspto-grants-2016_05
Patent number
US09353120B2

Reaction notes

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